Charles SterlingChief Information Officer
Portrait of Charles Sterling
A portrait of leadership

Charles Sterling

Chief Information Officer United States · Global perspective

Connecting technology investment to enterprise outcomes.

Open to Board appointments · Advisory roles · Speaking invitations

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A point of view

Enterprise technology must support change while keeping essential work dependable. I begin with business capabilities, make dependencies visible and agree ownership of the transition with operating leaders. Resilience and adoption belong in the investment case from the start.

Selected works

Decisions in context.

Enterprise modernisation

A fragmented application estate was making business change harder to coordinate.

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Resilience programme

Resilience had been discussed as a technical topic detached from business continuity.

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Data transformation

Different business units used the same terms for different measures.

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The leadership record

Trusted with consequential decisions.

In the boardroom

  • Westmoor Housing FinanceIndependent Director · 2022 — Present
  • The Digital Public Goods CouncilAdvisory Board Member · 2020 — Present

Recognition

  • CIO 100The Technology Leaders Review · 2024
  • Digital Transformation of the YearThe Enterprise Technology Awards · 2022

In conversation

  • “Retiring 600 applications without breaking the business”The Technology Leaders Review · 2025
  • “What boards should ask about cyber resilience”The Boardroom Review · 2024
  • “Episode 98 — Technology debt is a strategy decision”The Leadership Ledger podcast · 2023
Made technology a boardroom conversation about outcomes, not acronyms.
Priya RamanChair, Risk Committee, Westmoor Housing Finance
The full record ↗

An invitation

The most consequential work begins with a conversation.

For board, advisory and leadership conversations where digital transformation matters.

  • Board appointments
  • Advisory roles
  • Speaking invitations

office@charlessterling.example